South
View of the Central Part of Tolland, wood block engraving from
a sketch by John Warner Barber. Reprinted from John Warner Barber,
Connecticut Historical Collections (New Haven, 1836).
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n 1785
Tolland was named as shire town for Tolland County, and as part of
the agreement the first courthouse and jail were erected on the
town green, complete with stocks and whipping posts located just
north of present-day Route 74.

When a complex of turnpikes connected Tolland
with outlying settlements at the turn of the nineteenth century,
the community was transformed into a thriving crossroads. In 1807 a
Hartford-to-Boston stage traveled daily through town.